Search Vacation Homes in Ashland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 285 Vacation Homes in Ashland with updated reviews, rates, and availability.

ZZ ZANY ZOO II - Townhome, with Carport & Garage
Terrace/patio

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (83)
"Nice, clean, and a good location to stay when in the Medford area. "
ZZ ZANY ZOO II - Townhome, with Carport & Garage
Quiet and peaceful cottage close to downtown
Property grounds

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (51)
"My daughter, my dog and I had a wonderful stay in this guest house! Perfect location? Ideal for dogs (doggy door and fenced yard), and we had everything we needed. We would definitely stay again!"
The price is SAR 694
SAR 1,243 total
includes taxes & fees
23 Apr - 24 Apr
Quiet and peaceful cottage close to downtown
New house with king beds and 3 full bathrooms
Fridge, microwave, oven, stovetop

New house with king beds and 3 full bathrooms

9.4 out of 10, Exceptional, (29)
"I will be staying here every time I come to Medford. "
The price is SAR 612
SAR 1,140 total
includes taxes & fees
21 Apr - 22 Apr
New house with king beds and 3 full bathrooms
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Outdoor spa tub

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

10.0 out of 10, Exceptional, (36)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
The price is SAR 844
SAR 2,033 total
includes taxes & fees
20 Apr - 21 Apr
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1
Exterior

The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1

10.0 out of 10, Exceptional, (181)
"Always so comfortable and clean and Kathy is such a great hostess🙂"
The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
Fridge, microwave, oven, stovetop

Tastefully remodeled 3 bedroom 2 bath home with large private back yard

10.0 out of 10, Exceptional, (38)
"Great place to stay. Very clean and well stocked. "
The price is SAR 675
SAR 1,435 total
includes taxes & fees
18 May - 19 May
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
Large Private Carriage-House Retreat with Amazing Views
Exterior

Large Private Carriage-House Retreat with Amazing Views

10.0 out of 10, Exceptional, (121)
"Outstanding stay. Very attentive to details and making sure I was comfortable throughout my stay. Highly recommended."
Large Private Carriage-House Retreat with Amazing Views
Great, clean house in the middle of Medford
Fridge, microwave, oven, stovetop

Great, clean house in the middle of Medford

9.0 out of 10, Wonderful, (46)
"Convenient, comfortable, great location- "
The price is SAR 488
SAR 1,207 total
includes taxes & fees
20 Apr - 21 Apr
Great, clean house in the middle of Medford
Cedar Wood Mountain View Retreat
Fridge, microwave, oven, stovetop

Cedar Wood Mountain View Retreat

10.0 out of 10, Exceptional, (3)
"Very easy access to the Shakespeare Festival. Great loft for sleeping and night-gazimh"
Cedar Wood Mountain View Retreat
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.
Fridge, microwave, oven, stovetop

Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

9.6 out of 10, Exceptional, (39)
"A great place for a family getaway. Lots of room, loved all king beds, truly enjoyed the home."
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.
Comfy Cozy Casa
Interior

Comfy Cozy Casa

10.0 out of 10, Exceptional, (44)
"Nice place very clean and comfortable."
The price is SAR 375
SAR 979 total
includes taxes & fees
20 Apr - 21 Apr
Comfy Cozy Casa
Sun Cottage Downtown Jacksonville
Exterior

Sun Cottage Downtown Jacksonville

10.0 out of 10, Exceptional, (16)
"What a beautiful place and great location!"
The price is SAR 604
SAR 1,192 total
includes taxes & fees
19 Apr - 20 Apr
Sun Cottage Downtown Jacksonville
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
2 bedrooms, desk, WiFi, bed sheets

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

10.0 out of 10, Exceptional, (12)
"Very good ratio value vs price. "
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi
Exterior

Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi

9.8 out of 10, Exceptional, (8)
"My family loved your home…me too! All of the extra goodies for the dog and them were very appreciated. Thank you Amanda for having this be a Wonderful place to visit!"
The price is SAR 600
SAR 1,123 total
includes taxes & fees
20 Apr - 21 Apr
Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi
Beautifully Renovated Sleeps up to 8 in East Medford
Terrace/patio

Beautifully Renovated Sleeps up to 8 in East Medford

10.0 out of 10, Exceptional, (1)
"We were in town for a funeral and needed a place kind of last minute. Host was very responsive and quick to reply. House was perfect! Very clean home, plenty of towels and kitchen utensils. Had everything we need. Location is great, near shopping and food. Quiet neighborhood. Will definitely stay again next time we're in town. "
Beautifully Renovated Sleeps up to 8 in East Medford
Ashland Lodge w/ Lake Views & Game Room Loft
Exterior

Ashland Lodge w/ Lake Views & Game Room Loft

10.0 out of 10, Exceptional, (68)
"Our family and friends had the best time. Would recommend to anyone that is looking for some peace and quiet. "
Ashland Lodge w/ Lake Views & Game Room Loft
Spacious home with pool nestled in the foothills of RoxyAnn.
Fridge, microwave, oven, stovetop

Spacious home with pool nestled in the foothills of RoxyAnn.

10.0 out of 10, Exceptional, (18)
"The owners thought of everything that we might need, it was super clean and beautiful! We will definitely stay again!"
Spacious home with pool nestled in the foothills of RoxyAnn.
Beautiful Luxury Cottage. Walk To It All!
Terrace/patio

Beautiful Luxury Cottage. Walk To It All!

10.0 out of 10, Exceptional, (116)
"Clean, lots of amenities, centrally located and very comfy bed. Enjoyed our stay. Thank you!"
Beautiful Luxury Cottage. Walk To It All!
Main Residence: 5 beds, 5 baths, sleeping porches, & full kitchen.
Interior

Main Residence: 5 beds, 5 baths, sleeping porches, & full kitchen.

9.6 out of 10, Exceptional, (5)
"Six of us friends were in town for a golf tournament. The stay was fabulous! The historic preservation was amazing. Very clean and well equipped. LOTS of space. We loved it and hope to rebook for next year!"
The price is SAR 1,685
SAR 3,279 total
includes taxes & fees
20 Apr - 21 Apr
Main Residence: 5 beds, 5 baths, sleeping porches, & full kitchen.
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
Terrace/patio

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

10.0 out of 10, Exceptional, (17)
"Very nice place and I loved being surrounded by forest."
The price is SAR 597
SAR 983 total
includes taxes & fees
20 Apr - 21 Apr
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Ashland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Ashland

A Cowslip's Belle Inn
Main House | Private kitchen | Microwave, coffee/tea maker, electric kettle, cookware/dishes/utensils

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (31)
"Lovely place and the room had everything I needed. "
The price is SAR 563
SAR 837 total
includes taxes & fees
20 Apr - 21 Apr
A Cowslip's Belle Inn
East Main Downtown Bungalow
Microwave, dishwasher

East Main Downtown Bungalow

9.2 out of 10, Wonderful, (26)
"Very convenient location with walk ability to the downtown. Had everything we needed."
The price is SAR 488
SAR 983 total
includes taxes & fees
19 May - 20 May
East Main Downtown Bungalow
Quiet and peaceful cottage close to downtown
Property grounds

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (51)
"My daughter, my dog and I had a wonderful stay in this guest house! Perfect location? Ideal for dogs (doggy door and fenced yard), and we had everything we needed. We would definitely stay again!"
The price is SAR 694
SAR 1,243 total
includes taxes & fees
23 Apr - 24 Apr
Quiet and peaceful cottage close to downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.